This combo of a charcoal wool blazer and navy dress pants is the definition of manly refinement. Now all you need is a pair of black leather derby shoes. During the colder months, when practicality is paramount, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a good illustration that you can actually stay snug and remain stylish at the same time in the colder months. This combination is most probably exactly what you're looking for as a 30-something Millennial guy.